Chemistry Homework Solutions
Problem
#44720

Identifying 4 unknown compounds

Compound A (C7H14) decolorized a Br2-CH2Cl2 solution. It reacted with BH3*THF reagent, followed by alkaline peoxide solution, to produce Compound B. Compound B on treatment with chromic-acid sulfuric acid solution, gave carboxylic acid C, which could be seperated into two enantiomers. Compound A, on treatment with ozone, followed by addition of hydrogen peroxide, produced Compound D. Compound D was identical to that material isolated from the oxidation of 3-hexanol with chromic acid-sulfuric acid reagent. Identify the names and structures of compounds A, B, C, and D.

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